28748-99-4

Basic information

• Product Name: 4,5,6,7-tetrahydro-3-phenyl-1H-indazole
• Synonyms: 4,5,6,7-tetrahydro-3-phenyl-1H-indazole;3-phenyl-4,5,6,7-tetrahydro-1H-indazole
• CAS NO: 28748-99-4
• Molecular Formula: C₁₃H₁₄N₂
• Molecular Weight: 198.26366
• EINECS: 249-195-6
• Mol File: 28748-99-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 431.6°Cat760mmHg
• Flash Point: 205°C
• Appearance: /
• Density: 1.145g/cm³
• Vapor Pressure: 2.98E-07mmHg at 25°C
• Refractive Index: 1.611
• CAS DataBase Reference: 4,5,6,7-tetrahydro-3-phenyl-1H-indazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5,6,7-tetrahydro-3-phenyl-1H-indazole(28748-99-4)
• EPA Substance Registry System: 4,5,6,7-tetrahydro-3-phenyl-1H-indazole(28748-99-4)

Safety Data

• Hazardous Substances Data: 28748-99-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 36, p. 390, 1971 DOI: 10.1021/jo00802a006

InChI:InChI=1/C13H14N2/c1-2-6-10(7-3-1)13-11-8-4-5-9-12(11)14-15-13/h1-3,6-7H,4-5,8-9H2,(H,14,15)

Upstream product

• 108-94-1 cyclohexanone 
• 16107-77-0 3-phenyl-3,3a,4,5,6,7-hexahydro-2H-indazole 
• 98-88-4 benzoyl chloride 
• 4974-50-9 N-(2'-cyano-1'-oxoethyl)-1H-cyclohexanone hydrazone 
• 100-52-7 benzaldehyde 
• 670-80-4 4-cyclohexen-1-ylmorpholine 
• 3580-38-9 2-Benzoylcyclohexanone 
• 5682-83-7 2-Benzylidenecyclohexanone 

Downstream Products

• 1569280-13-2 C₁₉H₁₉N₃O₂S 
• 1204771-98-1 C₁₇H₁₅N₃O₂S 
• 59843-45-7 N,N-dimethyl-2-(3-phenyl-4,5,6,7-tetrahydro-indazol-1-yl)-propionamide 

Relevant articles and documents

Discovery of 2-(1H-indazol-1-yl)-thiazole derivatives as selective EP 1 receptor antagonists for treatment of overactive bladder by core structure replacement

We have designed a series of potent EP1 receptor antagonists. These antagonists are a series of 2-(1H-indazol-1-yl)-thiazoles in which the core structure was replaced with pyrazole-phenyl groups. In preliminary conscious rat cystometry experiments, two representative candidates, 2 and 22, increased bladder capacity. In particular, the increase using 22 was approximately 2-fold that of the baseline. More detailed profiling of this compound and further optimization of this series promises to provide a novel class of drug for treating overactive bladder (OAB).

Synthesis of hydrogenated indazole derivatives starting with α,β-unsaturated ketones and hydrazine derivatives

The reaction of hydrazine derivatives with α,β-unsaturated ketones, such as cyclohexenyl(phenyl)methanone and (E)-2-benzylidenecyclohexanone, were investigated. The reaction between methylhydrazine and e.g., cyclohexenyl(phenyl)methanone was particularly interesting as 3a,4,5,6,7,7a-hexahydro-1-methyl-3-phenyl-1H-indazole was obtained as the major product together with 4,5,6,7-tetrahydro-2-methyl-3-phenyl-2H-indazole as a minor product.

Short syntheses of rigid acyclic or macrocyclic poly-imine ligands and their use in Ru(II), Fe(III), and alkali metal complexation

Lipophilic derivatives of 2,6-bis(3-pyrazolyl)pyridine and 1,3-bis(3-pyrazolyl)benzene were obtained in acceptable yields by Stork reactions and transformed by N-alkylations into three pentadentates, three bis(bidentates), and one macrocyclic octadentate ligand.The parent bis(pyrazolyl)pyridine constituted a terpyridine analogue and readily formed a Ru(II) complex.By comparison of (1)H nuclear magnetic resonance patterns, it was found that the alkylations in the bis(pyrazolyl)pyridine series conferred an anti,anti conformation of the imino nitrogens.The pentadentates were then able to extract alkali metal ions into CHCl3 with only modest strength and selectivity, but the preferred extraction of Li(1+) by one of these was notable.By variation of the reaction conditions, a tri-iron(III) and a di-iron(III) complex were obtained from a bis(bidentate).